天然产物研究与开发 ›› 2018, Vol. 30 ›› Issue (5): 800-806.doi: 10.16333/j.1001-6880.2018.5.013

• 研究简报 • 上一篇    下一篇

降香檀心材化学成分及抗炎活性研究

孟慧1,2,夏欣怡1,3,马国需1,2,杨云2,刘洋洋2,魏建和1,2,陈德力2*   

  1. 1中国医学科学院﹠北京协和医学院 药用植物研究所,北京 100193;2中国医学科学院﹠北京协和医学院药用植物研究所海南分所 海南省南药资源保护与开发重点实验室,海口 570311;3哈尔滨商业大学 生命科学与环境科学研究中心,黑龙江 150000
  • 出版日期:2018-06-04 发布日期:2018-06-04
  • 基金资助:

    中国医学科学院医学与健康科技创新工程项目(2016-I2M-2-003);海南省自然科学基金创新研究团队项目(2017CXTD022)

Chemical Constituents and Anti-inflammatory Activity from Heartwood of  Dalbergia odorifera

MENG Hui1,2, XIA Xin-yi1,3, MA Guo-xu1,2, YANG Yun2, LIU Yang-yang2, WEI Jian-he1,2, CHEN De-li2*     

  1. 1Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing 100193,China; 2Hainan Branch Institute of Medicinal Plant Development (Hainan Provincial Key Laboratory of Resources Conservation and Development of Southern Medicine),Chinese Academy of Medical Sciences & Peking Union Medical College,Haikou,570311,China; 3Research Center on Life Sciences and Environmental Sciences,Harbin University of Commerce,Harbin,150000,China
  • Online:2018-06-04 Published:2018-06-04

摘要: 采用硅胶柱、反相C18及半制备HPLC等柱色谱方法对降香檀心材95% 乙醇提取物进行分离纯化,利用紫外、质谱及核磁共振谱等方法和文献数据对比鉴定化合物的结构。从降香檀心材中分离得到了19个化合物,包括4个倍半萜类化合物和15个黄酮类化合物,分别鉴定为3′-hydoxymelanettin(1),sativanone(2),pinocembrin(3),6aR,11aR-medicarpin(4),3′-hydroxy-2,4,5,-trimethoxy dalbergiquinol(5),rel-(3S,6R,7S)-3,7,11-trimethyl-3,6-epoxy-1,10-dodecadien-7-ol(6),rel-(3R,6R,7S)-3,7,11-trimethyl-3,7-epoxy-1,10-dodecadien-6-ol(7),7,3′,5′-trihydroxyflavanone(8),5,7-dihydroxy-2′,4′-dimethoxyisoflavanone(9),R(+)-4-methoxydalbergione(10),nerolidol(11),6-methyl-2-(5-methyl-5-vinyltetrahydrofuran-2-yl) hept-5-en-2-ol(12),bolusanthin IV(13),4-methoxymedicarpin(14),5,7-dihydroxy-2′,3′,4′-trimethoxyisoflavanone(15),5,7-dihydroxy-4′-methoxyisoflavanone(16),acacetin(17),7-methoxy-3′,4′-dimethoxyisoflavanone(18),(6aR,11aR)-variabiin(19)。化合物8~13,15~18为首次从降香檀心材中分离鉴定得到。同时,对化合物1~19抑制NO产生活性筛选,发现化合物1~3、10、15和18对LPS诱导RAW 264.7细胞NO生成具有较强的抑制活性,IC50< 50 μM,且以化合物2和3活性最强,IC50值分别为(34.9±5.4)和(22.5±2.7)μM。

关键词: 降香檀, 心材, 倍半萜, 黄酮, 抗炎

Abstract: The constituents were isolated and purified from 95% ethanolic extract of Dalbergia odorifera by silica gel chromatography and HPLC repeatedly,and the structures were identified by spectra analysis and comparison of literature data.Nineteen compounds were isolated from the heartwood of Dalbergia odorifera including four sesquiterpenoids and fifteen flavonoids.The structures were identified as 3′-hydoxymelanettin (1),sativanone (2),pinocembrin (3),6aR,11aR-medicarpin (4),3′-hydroxy-2,4,5,-trimethoxydalbergiquinol (5),rel-(3S,6R,7S)-3,7,11-trimethyl-3,6-epoxy-1,10-dodecadien-7-ol (6),rel-(3R,6R,7S)-3,7,11-trimethyl-3,7-epoxy-1,10-dodecadien-6-ol (7),7,3′,5′-trihydroxyflavanone (8),5,7-dihydroxy-2′,4′-dimethoxyisoflavanone (9),R(+)-4-methoxydalbergione (10),nerolidol (11),6-methyl-2-(5-methyl-5-vinyltetrahydrofuran-2-yl)hept-5-en-2-ol (12),bolusanthin IV (13),4-methoxymedicarpin (14),5,7-dihydroxy-2′,3′,4′-trimethoxyisoflavanone (15),5,7-dihydroxy-4′-methoxyisoflavanone (16),acacetin (17),7-methoxy-3′,4′-dimethoxyisoflavanone (18) and (6aR,11aR)-variabiin (19),respectively.Compounds 8-13 and 15-18 are obtained from Dalbergia odorifera for the first time.Inhibitory effects of the isolated compounds 1-19 on the LPS-induced NO production in RAW 264.7 cells were also evaluated and compounds 1-3,10,15 and 18 showed good inhibitory activities.The IC50 value of compounds 2 and 3 were (34.9±5.4),(22.5±2.7) μM,respectively.

Key words: Dalbergia odorifera T.Chen, Heartwood, Sesquiterpenoid, Flavonoid, Anti-inflammatory

中图分类号: 

R284.1 Q946